It’s a truism of travel that as the size of your family grows, the complexity of your needs increases.  When planning a multigenerational holiday, we look at all the moving pieces to make sure everyone has a fabulous time. We’ll work with you to strike the right balance of time spent together and separately, structured and free.  Night owls and early birds, adrenaline junkies and culture vultures, foodies, and philistines – we love them all, and we’re here to make sure everyone comes back incredible memories.

Scroll down for our top six multigenerational trips. Alternatively, browse all of our luxury family holidays.

Your family holiday questions, answered

When can we go on our family holiday?

We know planning a family holiday revolves around a lot of schedules. To help you navigate through this process we have created a guide of where to go during each of the major school breaks throughout the year. So, whether you’re travelling with toddlers, young kidsteenagers or as a whole family you’ll be able to find the perfect place at a time that suits everyone.
February half-term holidays
Easter holidays
May half-term holidays
Family summer holidays
October half-term holidays
Christmas and new year holidays

Why book a multigenerational family holiday with Black Tomato?

We don’t do cookie-cutter holidays, we prefer everything to be completely customisable. Our Travel Experts know your family holiday should be as unique as you are. And that’s because we’re families ourselves. So, think of these multigenerational family holidays as a starting point, the first line on the page of your next great adventure.

#1 Step back in time and visit the dragons of Komodo National Park

All aboard this family adventure of a lifetime to Indonesia. Our Travel Experts have put together the perfect itinerary to include everyone in the family, from the toddlers and teenagers to the parents and grandparents. Set sail on the luxurious Dunia Baru yacht, where you’ll discover untouched archipelagos, vibrant marine life and all that the Komodo National Park has to offer. A private charter means there is buckets of space for all the family to enjoy, whether you want to read a book on deck, water ski in the turquoise sea or go on the hunt for the (you guessed it) Komodo Dragons. In the evenings, come together around the beach campfire, gazing up at the stars above.


See all Indonesia experiences

#2 A world of rare dolphins and whales awaits in New Zealand

New Zealand is the ultimate bucket-list destination for those celebrating a big milestone. That’s why we’ve created this wildlife-packed itinerary where every person’s needs are taken into consideration. In Kaikoura, you’ll get the opportunity to encounter the majestic Sperm Whale and acrobatic Dusky dolphins from the comfort of your helicopter, or on the decking of your private boat. We’re whisking you off to our favourite luxury lodges that boast separate multi-bedroom cottages, so if family time gets too overwhelming for some there’s always the opportunity to hunker down in your own space.


See all New Zealand experiences

#3 Soak in the views from one of the world’s most picturesque train journeys

With each corner of the country offering something new, it’s easy to do your own thing or do everything together on a multi-generational holiday to Canada. Lace-up your hiking boots and step into nature as you explore the magical mountains and lakes in Banff National Park, before taking a dip in the hot mineral pools. Next up, soak up the views of the dazzling vistas and valleys from the safety of your glass-dome train as you make your way to Vancouver Island. You’ll be spoilt for choice on where to stay on the island – from luxury prospector style tents out in the wild to chic suites in the city.


See all Canada experiences

#4 Mix with the rhinos of South Africa before walking in Nelson Mandela’s footsteps on Robben Island

This isn’t your everyday South African safari trip. We’ve scoured the country to find untouched trails to make this holiday utterly bespoke for a special family occasion. In Kalahari, you’ll saddle up with a personal guide who’ll lead your search for amazing wildlife; witnessing black rhinos, cheetahs and meerkats in action. If the Big Five don’t take your fancy, walk in the footsteps of Nelson Mandela on Robben Island or escape to Walker Bay to whale watch and get your adrenaline pumping beside Great Whites in the deep blue. Just tell us your hobbies, favourite animals, biggest pet peeves, and we’ll take care of the rest.


See all South Africa experiences

#5 Sunrise flight over Cappadocia with hundreds of other balloons? Sign us up

On this trip to Greece and Turkey, we’re showing you the best of the Mediterranean. Start off in the Aegean Sea, where you’ll explore the beautiful Cyclades Islands before heading onto vibrant Athens and vivacious Istanbul. Wining and dining, beaches and bars, history and culture; we’ve got the lot. However, a visit to Mykonos wouldn’t be complete without a stay at Mykonos Grand, where you can relax in your private infinity pool, enjoy sunset views over the Aegean Sea and feast on authentic Greek cuisine. The perfect end to this fun-fuelled family trip? A hot air balloon ride over Turkey’s Pigeon Valley for picture-perfect sunrise views.


See all Turkey experiences or see all Greece experiences

#6 Visit the home of evolution in the Galápagos

Sea lions, giant tortoises and blue-footed boobies; welcome to Ecuador and the Galápagos Islands. On this exciting adventure, you’ll kick things off with a huge dose of culture in Ecuador’s UNESCO-acclaimed capital, Quito, before winding up in the Amazon for some wildlife and waterfall chasing. For the last leg of your trip, you’ll meander through the tropical Galápagos Islands as you jump onboard your own luxurious yacht. Perfect for large families, there is both space to gather together and also an abundance of nooks to have some time to yourself. Choose to anchor down and explore the lunar beaches or enjoy total privacy in the comfort of your yacht’s jacuzzi. And for those family members seeking more of an adventure, simply get down on the water and snorkel among the sea lions.


See all Ecuador & Galápagos experiences

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Machu Pichu, Peru


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Palm tree, Caribbean


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School’s out. Field Trip has started.

We’ve created a colossal curriculum of educational experiences around the world.

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